You can’t will the licenses. You can structure around them.
Family sharing, set up while you’re alive. The platforms’ own sharing programs are the closest thing to a sanctioned hand-me-down. Amazon Household shares ebooks across family members. Apple Family Sharing extends app, music, and media purchases to the group. Steam’s family sharing lets your household play your library. These die with the account eventually, but they extend real access to your people, inside the rules, for years. If your family reads your books and plays your games, configuring this is a bigger gift than the will clause you can’t write.
Buy DRM-free where it exists. Some sellers hand you actual files, no lock, no phone-home. GOG for games. Bandcamp for music. A meaningful slice of ebook publishers. A DRM-free file downloaded to your own drive is functionally property: backupable, transferable, inheritable like any other file, because there’s no license server left to say no. If owning your library matters to you, route the purchases that matter through the stores that permit it.
Physical media outlasts all of it. The Blu-ray, the paperback, the vinyl: mockable for fifteen years, and yet they pass through an estate the way any other possession does. For the handful of works you’d genuinely want your kids to have, the disc is still the only version with an afterlife.
And inventory it honestly. In your planning documents, list the digital libraries with their real status: license, dies with account, family sharing enabled, or DRM-free files at this location. Executors waste weeks trying to “recover” assets that were never assets. Save yours the wasted weeks.